House holiday rentals in Stevensville

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Popular amenities for house rentals in Stevensville

House rentals with a pool

Superhost
Home in Edgewater
4.91 out of 5 average rating, 148 reviews

House in Edgewater Maryland

CarmenRating, 5 stars1 week ago
It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you
Superhost
Home in Queenstown
4.81 out of 5 average rating, 157 reviews

Bay Breeze Retreat

TobyRating, 5 stars1 month ago
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.
Guest favourite
Home in Cambridge
4.97 out of 5 average rating, 116 reviews

Gorgeous, waterfront home - Perfect for Families.

DavidRating, 5 stars3 weeks ago
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.
Guest favourite
Home in Severn
4.88 out of 5 average rating, 170 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars2 weeks ago
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!
Guest favourite
Home in Chester
4.95 out of 5 average rating, 96 reviews

Waterfront Farmhouse Meets Modern Luxury

EricaRating, 5 stars6 days ago
Beautiful house! Clean, well maintained, and exactly as described. The host was easy to communicate with and very responsive throughout our stay. The space felt comfortable and welcoming, and everything we needed was thoughtfully provided. We had a great experience and would definitely love to come back!
Guest favourite
Home in Perry Hall
4.99 out of 5 average rating, 100 reviews

Gunpowder Retreat

MaryRating, 5 stars2 weeks ago
This home was spotlessly clean and looks just like the photos. The beds were comfortable and there was plenty of room and seating for watching movies. The showers and bathrooms were great, and it was nice to be able to do laundry. We used the pool towels provided. The kitchen was stocked with basic items - there is a keurig coffee pot only and they provide pods which was nice. A few things we didn’t realize: the driveway is very steep and we scraped our van trying to go down the first time - you need to go in at a certain angle. The noise alarms are very sensitive and it went off when we were watching a family movie, and we had to answer a text from Tanya. This was honestly a bit annoying. We enjoyed the pool and hot tub! When the jets were turned on, the hot tub become filled with much foam from all the chlorine so we didn’t turn the jets on anymore. We hiked from the house into the state park and did a 5 mile loop, which was very convenient.
Guest favourite
Home in Fort Washington
4.92 out of 5 average rating, 156 reviews

5 BEDR, Inground Pool+Billiard Table, Close To D.C

TheresaRating, 5 stars1 week ago
Daniel’s Home was beautiful and he made this special event for me and my family able to celebrate my sons 26th Heavenly Birthday a success We were very comfortable and it really felt like home the pool was very clean and the Home was very spacious and squeaky clean I would love to Book Daniel again He was a very nice and friendly Host that responded to any questions we had he made communication easy me and my family really enjoyed our self and yes he’s reasonable and you definitely get what you paid for and more Thank you again Daniel
Top guest favourite
Home in Stevensville
5 out of 5 average rating, 17 reviews

Bayside Escape

JohnRating, 5 stars1 week ago
Our family of 3 had an amazing vacation on our 4 day stay. It was so peaceful and relaxing. The place was exceptionally clean and organized with everything needed. Amazing views on the water and pool was great. We had some rainy weather but still managed enough dry time to enjoy the pool and outdoors

Weekly house rentals

Guest favourite
Home in Stevensville
4.97 out of 5 average rating, 71 reviews

Cozy home with Screened Porch, Min from Weddings

GregRating, 5 stars1 month ago
Great little place. Convenient to the island and the venues
Top guest favourite
Home in Grasonville
5 out of 5 average rating, 59 reviews

Bay Breeze - 3BR Waterfront Chester River Retreat

BrianRating, 5 stars3 days ago
Stayed at Katie's place for a long weekend getaway with my family and a couple of friends. We all loved the house, its location, and the beautiful and relaxing waterfront views. The house was pristine and beautiful. We all would love to go back again. Thank you Katie for offering up your lovely home and looking forward to potential future trips there!
Guest favourite
Home in Chester
5 out of 5 average rating, 15 reviews

Spacious waterfront home private pier dog-friendly

KarenRating, 5 stars1 week ago
The accommodations did not disappoint! Fabulous view, fun choices to take advantage of on the water, great neighborhood and local seafood restaurants! Our family gathering was memorable as a result of this venue! Will be sure to return!
Superhost
Home in Grasonville
4.83 out of 5 average rating, 6 reviews

Relax - Eastern Shore Creek Home - 3 Br, 3.5 Ba

GinnyRating, 5 stars6 days ago
Holly and Nash's home was clean, beautiful, and very spacious for 3 couples. Complete renovation and all new furnishings inside. As listed, all 3 bedrooms are downstairs, along with 2 1/2 bathrooms. The beds (3 queens) were comfortable. The kitchen is gorgeous for meal prep. Kuerig and coffee pods, Nespresso and pods, salt, pepper, dish soap and some spices were provided. Bring anything else you need. Beautiful new grill on deck. Upstairs (using a tight, spiral staircase) housed more seating another TV, pool table, wet bar and another full bath--basically, an adult entertainment area. Beautiful neighborhood. Bridges Restaurant in Kent Narrows (12 min drive) had very good food and service. We visited the cute town of St. Michaels (49 min drive). Communication with Holly was excellent. She was super responsive and helpful, provided suggestions and went the extra mile. Great stay
Guest favourite
Home in Stevensville
5 out of 5 average rating, 15 reviews

Gable’s Landing on the River.

TylerRating, 5 stars9 months ago
Immaculate and perfect....look no further if you are searching for a house on Kent Island. We were in town for a wedding and this AirBnb was beyond ideal. Spotless and clean, tasteful decor, and waterfront. All exactly as advertised, but looks even more picturesque in person. We really enjoyed being waterfront on the dock enjoying the mornings and evenings in peace. Highly recommend - it was difficult to leave!
Top guest favourite
Home in Chester
5 out of 5 average rating, 74 reviews

Chester Delight- Fireplace/Deck&Patio+fenced yard

JessicaRating, 5 stars1 week ago
Had a great stay here with a large group for a local wedding! Would absolutely recommend for anyone needing a comfy spot for multiple guests on the island.
Top guest favourite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Bay Home in Annapolis with Private Dock

ToddRating, 5 stars3 weeks ago
Beautiful place, beautiful location. Joel thought of anything you could want.
Guest favourite
Home in Stevensville
4.96 out of 5 average rating, 93 reviews

25-50% Off~Private Beach~Hot Tub~Fire Table~

FrancineRating, 5 stars1 week ago
It was exceptional We really enjoyed our stay. The property was beautiful. We enjoyed the peace and tranquility of the area. The checkout task to-do list was a bit long with 21 tasks to accomplish with a 10:00 am checkout. Would recommend, Nancy and Tom very nice hosts.

Private house rentals

Guest favourite
Home in Annapolis
4.97 out of 5 average rating, 74 reviews

Annapolis USNA Cottage Waterfront Pier Cozy Escape

Nate And KatieRating, 5 stars1 month ago
Very quiet location but not far from amenities. The home had an attention to detail that not all air bnbs do (for example enough towel hooks for everyone staying!) as well as basic cooking amenities
Top guest favourite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Peaceful Waterfront Home in Annapolis 3BR 2BA.

AndrewRating, 5 stars4 days ago
I would definitely come back here. If you want to unwind, decompress, or just slow-living for a couple of days, you won’t find a better place. The sounds of small waves all day and the birds chirping in the morning were almost as good as the break-taking ocean view. Better than advertised. I could sit in the cabana and read all day.
Superhost
Home in Queenstown
5 out of 5 average rating, 9 reviews

The Perfect Waterfront Escape!

AnnRating, 5 stars6 months ago
As others have said, beautiful and spacious house with stunning views on the water! The house was clean, kitchen filled with all the tools for cooking (even things like wax paper, aluminum foil, all the spices you could think of, etc.), and we loved the ping pong table in the garage. The grounds were super peaceful and fun to walk around. We came in November so the pool was covered, but it was great to go out on the dock and kayak on the water. Not sure if it was the cold or not, but on some of the doors, the deadbolt was a little sticky and difficult to turn, so we just avoided these doors throughout our stay. We would love to come back in the summer time/when the weather is warmer to enjoy the pool! Also very much appreciated that we could bring our dog.
Guest favourite
Home in Shady Side
5 out of 5 average rating, 11 reviews

The Wise Quack 2 - A Taste of the Chesapeake Bay!

ToddRating, 5 stars2 weeks ago
The Wise Quack 2 is a cozy, clean Airbnb steps from the Chesapeake Bay, perfect for a relaxing getaway. Sidco’s warm hospitality, comfy beds, and thoughtful touches like the deep tub and hammock make it a gem. The quiet Shady Side location and quick host responses ensure a delightful stay.
Superhost
Home in Stevensville
4.94 out of 5 average rating, 17 reviews

Stay & Play by the Bay - Sunsets- 4 KING Bedrooms

DonnaRating, 5 stars11 months ago
Donna was a terrific host, responded to my questions promptly and the one level house worked really well for my group who was in town for a family wedding. My mom needed the room with the hand holds in the shower and all of us enjoyed the king beds in the other rooms. The view is spectacular and we loved having the option to sit on the front or side porch depending on the time of day. The kitchen was stocked with everything we needed. We also liked the way the living room was set up with plenty of seating for our group. I would recommend this house!
Guest favourite
Home in Crownsville
4.93 out of 5 average rating, 15 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

HaleyRating, 5 stars1 week ago
We had the best time enjoying Jody and Gail's beautiful home! The views were incredible, it was so peaceful, and the house had every amenity we could have wanted. A highlight was kayaking and swimming in the cove right to the side of the home. We cant wait to come back!
Top guest favourite
Home in Pasadena
5 out of 5 average rating, 17 reviews

Rock Creek Cottage, Waterfront

JaneRating, 5 stars3 days ago
We loved this place! Perfect location for our festivities in Pasadena and very peaceful.
Top guest favourite
Home in Rock Hall
5 out of 5 average rating, 40 reviews

Water Views in Rock Hall

JillRating, 5 stars2 weeks ago
Incredible, serene home with thoughtful design and furnishings. Our family loved the house, which served as a great space to gather over meals, games and stories. The deck on two sides of the house, with great seating, provided a gentle welcome to the nature around with harbor views in the distance. As seasoned Eastern Shore folks, this was an introduction to Rock Hall, which we really enjoyed, especially the refuge. Thanks, Lauren, for your insightful planning and attentive care for the house and your guests.

Quick stats about house rentals in Stevensville

  • Total rentals

    30 properties

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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